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一种用于合成多样的杂双功能菁染料的模块化方法。

A Modular Approach for the Synthesis of Diverse Heterobifunctional Cyanine Dyes.

机构信息

Signalling Research Centres BIOSS and CIBSS, University of Freiburg, Freiburg 79104, Germany.

Faculty of Chemistry and Pharmacy, University of Freiburg, Freiburg 79104, Germany.

出版信息

J Org Chem. 2024 Mar 15;89(6):3844-3856. doi: 10.1021/acs.joc.3c02673. Epub 2024 Feb 27.

DOI:10.1021/acs.joc.3c02673
PMID:38413005
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10949230/
Abstract

Herein, we present a straightforward synthetic route for the design and synthesis of diverse heterobifunctional cyanine 5 dyes. We optimized the workup by harnessing the pH- and functional group-dependent solubility of the asymmetric cyanine 5 dyes. Therefore, purification through chromatography is deferred until the last synthesis step. Demonstrating successful large-scale synthesis, our modular approach prevents functional group degradation by introducing them in the last synthesis step. These modifiable heterobifunctional dyes offer significant utility in advancing biological studies.

摘要

在此,我们提出了一种设计和合成多种杂双功能菁染料的简单合成路线。我们通过利用不对称菁染料的 pH 值和功能基团依赖性溶解度来优化后处理。因此,直到最后一个合成步骤才进行通过色谱进行纯化。通过引入最后一个合成步骤来防止功能基团降解,我们的模块化方法成功地实现了大规模合成。这些可修饰的杂双功能染料在推进生物学研究方面具有重要的应用价值。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/65f9/10949230/7bc6834137f9/jo3c02673_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/65f9/10949230/f4fdac61b3a8/jo3c02673_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/65f9/10949230/7bc6834137f9/jo3c02673_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/65f9/10949230/f4fdac61b3a8/jo3c02673_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/65f9/10949230/7bc6834137f9/jo3c02673_0002.jpg

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